Research consistently shows that people tend to be attracted to similar others, so it makes sense to choose a city that reflects your own values and interests.
On our second date, my wife and I went to a bookstore and browsed together while having coffee, which naturally brought up shared interests and opportunities for conversation.
In addition to being relatively low-cost, these types of dates also have the added advantage of being easy to end naturally and without the, potentially awkward, requirement of waiting for a check.
By opting for contexts that allow for easy conversation (e.g., going for a walk in the park, meeting for coffee), you're giving yourself an opportunity to get to know your date, rather than spending money on a date that limits conversation (e.g., for a movie).
What should singles be looking for when choosing a city?
Are singles typically a net economic gain or loss for cities?